1,3-bis(2,6-diisopropylphenyl)-2-trimethylsilylimidazolium triflate | 1228185-14-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3-bis(2,6-diisopropylphenyl)-2-trimethylsilylimidazolium triflate
• 英文别名: 1,3-di(2,6-diisopropylphenyl)-2-trimethylsilyl-imidazolium triflate；[1,3-Bis[2,6-di(propan-2-yl)phenyl]imidazol-1-ium-2-yl]-trimethylsilane;trifluoromethanesulfonate
• CAS: 1228185-14-5
• 化学式: CF₃O₃S*C₃₀H₄₅N₂Si
• 分子量: 610.857
• InChiKey: RQSJTZRNLVMTSG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  7.84
• 重原子数：
  41
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  74.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,3-bis(2,6-diisopropylphenyl)-2-trimethylsilylimidazolium triflate 在 Graphite 、 氢化钾 、 三氯化磷 作用下， 以 四氢呋喃 、 氟苯 为溶剂， 反应 2.0h， 生成 1,2-双[1,3-双（2,6-二-异丙基苯基）咪唑-2-亚甲基]二膦
  参考文献：
  名称：

  Observation of a Chloride-Bridged P–P Bond in the Phosphorus Cation [L(Cl)P(μ-Cl)P(Cl)L]⁺ (L = NHC)

  摘要：

  A bridging chloride anion between two electrophilic phosphorus centers was observed for the first time in the molecular structure of the novel P-P bonded cation [(L2P2Cl3)-P-DiPP]+ (2(+); L-DiPP = 1,3-bis(2,6-diisopropylphenyl)-imidazol-2-ylidene). Cation 2(+) is prepared by the reduction of the monophosphorus species [(LPCl2)-P-DiPP](+) (1(+)) with sodium. DFT calculations, AIM and mechanochemical (compliance constants) analyses are used to examine the bonding situation of this unusual species. The monochloro-substituted cation [(L2P2Cl)-P-DiPP](+) (3(+)) was likewise observed as a reduction product of 1(+).

  DOI：

  10.1021/om4002268
• 作为产物：
  描述：

  三氟甲磺酸三甲基硅酯 、 1,3-双(2,6-二异丙基苯基)咪唑-2-烯 以 氟苯 为溶剂， 反应 1.0h， 以93%的产率得到1,3-bis(2,6-diisopropylphenyl)-2-trimethylsilylimidazolium triflate
  参考文献：
  名称：

  Observation of a Chloride-Bridged P–P Bond in the Phosphorus Cation [L(Cl)P(μ-Cl)P(Cl)L]⁺ (L = NHC)

  摘要：

  A bridging chloride anion between two electrophilic phosphorus centers was observed for the first time in the molecular structure of the novel P-P bonded cation [(L2P2Cl3)-P-DiPP]+ (2(+); L-DiPP = 1,3-bis(2,6-diisopropylphenyl)-imidazol-2-ylidene). Cation 2(+) is prepared by the reduction of the monophosphorus species [(LPCl2)-P-DiPP](+) (1(+)) with sodium. DFT calculations, AIM and mechanochemical (compliance constants) analyses are used to examine the bonding situation of this unusual species. The monochloro-substituted cation [(L2P2Cl)-P-DiPP](+) (3(+)) was likewise observed as a reduction product of 1(+).

  DOI：

  10.1021/om4002268

文献信息

• Synthesis of Selected Cationic Pnictanes [L_<i>n</i>PnX_3–<i>n</i>]^<i>n</i>+ (L = Imidazolium-2-yl; Pn = P, As; <i>n</i> = 1–3) and Replacement Reactions with Pseudohalogens
  作者：F. D. Henne、A. T. Dickschat、F. Hennersdorf、K.-O. Feldmann、J. J. Weigand

  DOI：10.1021/acs.inorgchem.5b00765

  日期：2015.7.20

  Herein we report on reactions of "imidazoliumyl-transfer" reagents [(LSiMe3)-Si-(R/R')][OTf] (4(R/R')[OTf]); L = imidazolium-2-yl, R/R': Me/Me, Pr-i/Me, Dipp/H, Dipp/Cl) with pnictogen trichlorides PnCl(3) (Pn = P, As, Sb) in various stoichiometries. In the case of the 1:1 reaction of [(LSiMe3)-Si-(R/R')]-[OTf] with PCl3 the corresponding cationic imidazoliumylsubstituted dichlorophosphanes [(LPCl2)-P-(R/R')]+ (1(p)((R/R')))+ are obtained as triflate salts on a multigram scale. We found that the reactions using various stoichiometries of [(LSiMe3)-Si-(R/R')][OTf] and PnCl(3) are less selective in the case of the heavier congeners or by decreasing steric demand of the R-group attached to the N atoms of the heterocycle. An equilibrium between the monocation [(LPCl2)-P-(Me/Me)] (1p((Me/Me)+)), the dication [(L2PCl)-P-(Me/Me)](2+) (2p((Me/Me)2+)), and the trication [I(Me/Me)(3)P](3+) (5p((Me/Me)3+)) is observed in solution. Reactions of the monocationic derivatives [L((R/R'))PnCl(2)][OTf] (Pn P, As) with Me3SiX (X = CN, N-3) resulted in the exchange of the chloro groups for the respective pseudohalogen and yielded the dicyano [L((R/R'))Pn(CN)(2)][OTf] (6(Pn)((R/R'))[OTf]) and diazidosubstituted pnictanes [L((R/R'))Pn(N-3)(2)][OTf] (7(Pn)((R/R')) [OTf]), respectively. All new compounds are thoroughly characterized by multinudear NAIR, IR, and Raman spectroscopy. For most cases the molecular structure was confirmed by X-ray crystal structure analysis.
• Synthesis of 4- and 4,5-Functionalized Imidazol-2-ylidenes from a Single 4,5-Unsubstituted Imidazol-2-ylidene
  作者：Daniel Mendoza-Espinosa、Bruno Donnadieu、Guy Bertrand

  DOI：10.1021/ja102639a

  日期：2010.6.2

  Using the nucleophilicity of NHCs and aNHCs, as well as the leaving group ability of the former, the carbon-carbon double bond of imidazol-2-ylidenes can be readily mono- and difunctionalized. These results provide also a new light on the formation of abnormal carbene adducts from classical unsaturated NHCs.